Orthooxyazo dyes for wool



UNITED STATES PATENT 1 OFFICE.

WILHELM nnnznnno, or snnnmwrmvrnesnonr, AND OSWALD SGHARFENBERG, or BEnLrN-sononEBnae, GERMANY, ASSIGNORS TO ACTIEN GESELLSCHAFT rim ANILIN FABRILKATION, or BER-LIN, GER-MANY.

ORTI-IOOXYAZO DYES FOR WOOL.

No Drawing.

To ri/ZZ1 whom it may concern Be it known that we, VVILHELM HERZ- BERG and OSWALD Soi-rARrnNnune, citizens of the German Republic, residingat Berlinilmersdorf', tiermany, and Berlin-Scheneberg, Germany,our P. 0. address being PrinZregentenstn' 10, Berlin VVilmersdorf, Germany, andRosenheimerstr. 12, Berlin- Schoneberg, Germany, have invented certain new and useful Improvements in Orthooxyazo Dyes for Wool, (for which we have made applications in Germany Aug. 28, 1917, Jan. 18, 1918, April 22, 1918; in Italy June 7, 1920; in England June 8, 1920; in CZecho-Slovakia June 17, 1920; in Switzerland July 8, 1920, and in France June 19, 1920,) of which the following is a specification.

I By our invention by combining a diazotized 2-amino-phenol derivative which contains negative radicals such as halogen, nitro-group with 8-halogen-l-oxynaphtha len e-fisulfonic acid new valuable dyestufis for wool are produced the chromium lakes having a very good fastness,

They form-in the dry pulverized state dark powders soluble in water to a violet solution and are insoluble in alcohol, ether, benzene, being destroyed by strong reducing agents and dyeing on wool with chr0- mium mordants black to greenish black tints. The following example illustrates our invention the parts being by weight:

18.9 parts of 2-amino-d-nitro-6-chloro-1- oxybenzene are diazotized by means of 6.9 parts of sodium nitrite and 50 parts of hydrochloric acid of 12 Be specific gravity. The diazo compound is coupled with 26 parts of S-chloro-l-oxynaphthalene-5-sulfonic acid in a solution containing sodium carbonate. The dyestuli is separated and worked up in the usual manner. It dyes wool with chromium mordants black tints of a very good fastness.

It is obvious to those skilled in the art that our invention is not limited to the foregoing example or the details given therein. Similar dyes may be obtained by substitution for the parent material in the example other compounds within the foregoing definition.

Specification of Letters Patent. Patented Feb. 28, 1922.

Application filed August 30, 1921.

Serial No. 496,969.

lVhat we claim is 1. The herein described new ortho-oxyazo dyes being in the shape of alkali metal salts dark powders soluble in water to reddish violet solutions from which an inorganic or organic acid separates a yellowish red precipitate, the aqueous solution becoming red violet by addition of sodium, red by addition of sodium hydroxide, yielding upon reduction 8chloro-2-amino-1-oxynaphthalene-5-sulfonic acid and a 2-aminol-oxybenzene derivative, dyeing on wool with chromium mordantsblack to greenish black tints and corresponding as free acids to the general formula:

on on o1 X meaning univalent substituents suchas hydrogen, alkyl, halogen, nitro, at least one of these substituents being a negative group such as halogen, nitro.

2. The herein described new ortho-oxyazo dyes being in the shape of alkali metal salts dark powders soluble in water to reddish violet solutions from which an inorganic or organic acid separates ayellowish red precipitate, the aqueous solution becoming red violet by addition of sodium carbonate, red by addition of sodium hydroxide, yielding upon reduction 8 chloro 2 amino 1 oxynaphthalene-5-sulfonic acid and a 2amin0- l-oxybenzene derivative, dyeing on wool with chromium mordants black to greenish black tints and corresponding as free acids to the general formula:

X meaning univalent substituents such as hydrogen, alkyl, halogen, nitro, at least one of these substituents being a negative group such as halogen, nitro.

3. The herein described new ortho-oxyazo dyes being in the shape of alkali metal salts dark powders soluble in water to red dish violet solutions from which an inorganic or organic acid separates a yellowish red precipitate, the aqueous solution becoming red violet by addition of sodium carbonate, red by addition of sodium hydroxide, yielding upon reduction 8-chloro- 2 amino 1 oXynapht-halene-o-sulfonic acid and a Q-amino-l-oxybenzene derivative, dyeing on wool with chromium morda-nts black to greenish black tints of a very good fastness and corresponding as free acids to the general formula:

| sort:

'mordants black time and corresponding as free acids to the general formula:

No, 01H X meanlng halogen.

5. The herein described new ortho-oxyazo dye being in the shape of alkali metal salt a dark powder soluble in water to a. reddish violet solution from which an inorganic or organic acid separates a yellowish red precipitate, the aqueous solution becoming red violet by addition of sodium carbonate, red by addition of sodium hydroxide, yielding upon reduction 8-chloro-2-amino-1- oXyna-phthalene-5-sulfonic acid and 2.4- diamino- 6 chloro 1 oxybenzene derivative,

dyeing on Wool with chromium mordants blacks tints and corresponding as free acid to the formula:

o1 W K/ In testimony whereof we afiix our signatures in presence of two wltnesses.

\VILHELM HERZBERG. O'SWALD SCHARFENBERG. Vitnesses Dr. GERHARD HOPPE, Dr. RonoLr HANGWITZ. 

